Dewey Beach Holiday Rentals

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Holiday Rentals in Dewey Beach

Beach Retreat Located in the Heart of Dewey!
9.4 out of 10, Exceptional, (104)
"Great place for 2 adults and a few kids. Beds were squeaky but other than that place was fantastic for the price point. Would definitely rent again. "
Beach Retreat Located in the Heart of Dewey!
Serenity Amid it All. Dog friendly PET FEE, WiFi, outdoor shower, grill
9.8 out of 10, Exceptional, (291)
"Perfect location, quiet, easy access to everything "
Serenity Amid it All. Dog friendly PET FEE, WiFi, outdoor shower, grill
Sandy Paws Beach House. Pet Friendly! Completely renovated in 2024!
9.8 out of 10, Exceptional, (135)
"We had a great stay at this rental. Very clean and a perfect location right on the beach."
Sandy Paws Beach House. Pet Friendly! Completely renovated in 2024!
Charming 2-bedroom townhome with sweeping bay views in Dewey Beach
9.6 out of 10, Exceptional, (5)
"Location: Beautiful views of the bay and easy walk to restaurants and the beach. Perfect"
Charming 2-bedroom townhome with sweeping bay views in Dewey Beach
70 STEPS TILL TOES IN THE SAND No cableTV thru Oct. Lowest rates of the year!!
9.6 out of 10, Exceptional, (66)
"I booked this last-minute getaway, and we had a great stay, The home was clean, well-appointed, and as described. I want to add the mattress was great sleeping! Our host was wonderful to work with and I recommend his home. "
70 STEPS TILL TOES IN THE SAND No cableTV thru Oct. Lowest rates of the year!!
Breathtaking Ocean Front Condominium . Fall weekends with the dog.
9.6 out of 10, Exceptional, (89)
"Location is perfect We had a wonderful week The place is very comfy and would Stay again Thank you Kerry"
Breathtaking Ocean Front Condominium . Fall weekends with the dog.
Dewey Beach home with enclosed lanai, hot tub, patio & firepit - 1 dog welcome
9.4 out of 10, Exceptional, (28)
"We had a perfect stay. Beaches aren’t crowded and this place was perfect. Right between Dewey and Rehoboth we were able to take the trolley into Rehoboth."
Dewey Beach home with enclosed lanai, hot tub, patio & firepit - 1 dog welcome
Beachfront Baby💛 Beautiful & New!🌟The only way to stay @ the beach❣️Spacious
10.0 out of 10, Exceptional, (80)
"The location is perfect. House is lovely and clean. We had a great time!"
Beachfront Baby💛 Beautiful & New!🌟The only way to stay @ the beach❣️Spacious
Luxury 6BR-5.5BA, heated pool, firepit, 2 porches, sheets/twls, beach/baby gear
10.0 out of 10, Exceptional, (77)
"A beautiful house with everything you could possibly need! We had the best time! Great location! Great host! "
Luxury 6BR-5.5BA, heated pool, firepit, 2 porches, sheets/twls, beach/baby gear
Fall Beachfront Getaway & parking 4Br 2 nites Bayfront
9.8 out of 10, Exceptional, (138)
"Wonderful stay in Dewey. Great view, great location, nice accommodations. The owner/manager was very responsive to questions. I would happily book this condo again."
Fall Beachfront Getaway & parking 4Br 2 nites Bayfront
Ocean Block Dewey Beach Condo with Parking
3.0 out of 10, (2)
"We were very disappointed with this stay. Before I booked this place I messaged the owner / RE/Max regarding the property details and was given responses that ended up not being accurate. For example, the vrbo listing said one of the bedrooms had a daybed and 2 twin beds, but after I booked the non-refundable stay the owner said there are only 2 twin beds in that room. Another example, the vrbo listing said there is free wifii, but we were not provided any wifii info (username and password)...
Ocean Block Dewey Beach Condo with Parking
10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool
9.8 out of 10, Exceptional, (62)
"The location and amenities are amazing! Samanatha was "
10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool
Ocean Block Dewey Beach and Pet Friendly!
10.0 out of 10, Exceptional, (186)
"So happy I found this awhile back booking online. Literally steps from the beach, so relaxing, clean and beautiful room and kitchen with everything you need! Host was great & we couldn't have asked for anything more. Nice new outside shower also. Really the perfect spot!"
The price is AU$880
includes taxes & fees
2 Nov - 3 Nov
Ocean Block Dewey Beach and Pet Friendly!
Waterfront, spectacular sunsets, private beach, and Dock Sept wknds still avail
9.8 out of 10, Exceptional, (108)
"The views off the screened in porch were absolutely amazing! We loved sitting out there any time of the day. Inside everything was perfect and the beds were comfy!"
Waterfront, spectacular sunsets, private beach, and Dock Sept wknds still avail
Dewey Beach-Block Penthouse
10.0 out of 10, Exceptional, (3)
"Great Location! Lines provided. Clean and plenty of bathrooms and bedrooms."
Dewey Beach-Block Penthouse
Last minute opening!! Mini summer stay available!!
10.0 out of 10, Exceptional, (78)
"Great location and beautiful property. "
Last minute opening!! Mini summer stay available!!
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!
9.8 out of 10, Exceptional, (67)
"The place was very comfortable and had plenty of room for all of us. The deck was the real gem, we spent so much time out there!"
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!
CUTE OCEAN BLOCK CONDO - 21-1B Collins St, Dewey Beach, DE
6.8 out of 10, (3)
"very nice "
CUTE OCEAN BLOCK CONDO - 21-1B Collins St, Dewey Beach, DE
Awesome 5 bedroom 4 bath with pool, hot tub & rooftop deck
9.6 out of 10, Exceptional, (28)
"Our family of 10, (part of a group of 54), had a great time. The property was exactly as described. The pool was a definite bonus as the ocean was taken over by jellyfish. The only downside was the distance to the beach, (had to cross the busy street), but we knew that coming in. "
Awesome 5 bedroom 4 bath with pool, hot tub & rooftop deck
Ocean Block Single Family Home - 14 Dickinson. Open floor plan & pet friendly!
9.6 out of 10, Exceptional, (199)
"Very easy check-in, great location, nice house"
Ocean Block Single Family Home - 14 Dickinson. Open floor plan & pet friendly!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Dewey Beach Hotel Reviews

Find out more about Dewey Beach

Everything you need to know about Dewey Beach holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Dewey Beach holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Dewey Beach holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Dewey Beach holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Dewey Beach. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Dewey Beach holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Dewey Beach holiday rentals we have selected for you start as low as AU$880 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Dewey Beach rentals

At Expedia, we put the best Dewey Beach holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Dewey Beach rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Dewey Beach holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Dewey Beach. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Dewey Beach?

Yes, there are holiday rentals in Dewey Beach close to Dewey Beach Parasail, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Dewey Beach speak positively about the popular beaches and top-notch restaurants in this destination. Give yourself some extra time to check out the shops and bars during your trip.

What are some of the best holiday rentals that Dewey Beach has to offer?

Beach Retreat Located in the Heart of Dewey!: This highly rated holiday home rental in Dewey Beach has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Another good choice for your trip to Dewey Beach is 10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool.

How many holiday rentals are there in Dewey Beach?

Expedia has 280 holiday rentals for your stay in Dewey Beach.

What can I see and do in Dewey Beach?

Family-friendly attractions include Dewey Beach Parasail and East of Maui, whereas Dewey Beach and Indian Beach are a couple of great spots to enjoy the outdoors. While here, Delaware Seashore State Park and Bottle & Cork are other places worth a visit.

What are holiday rentals like in Dewey Beach?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Dewey Beach. Holiday rentals provide amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a family trip.